KR100564192B1 - 아크릴산 및 메타크릴산의 제조 방법 - Google Patents
아크릴산 및 메타크릴산의 제조 방법 Download PDFInfo
- Publication number
- KR100564192B1 KR100564192B1 KR1020007002602A KR20007002602A KR100564192B1 KR 100564192 B1 KR100564192 B1 KR 100564192B1 KR 1020007002602 A KR1020007002602 A KR 1020007002602A KR 20007002602 A KR20007002602 A KR 20007002602A KR 100564192 B1 KR100564192 B1 KR 100564192B1
- Authority
- KR
- South Korea
- Prior art keywords
- acrylic acid
- acid
- methacrylic acid
- carried out
- crystallization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 title claims abstract description 99
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 95
- 238000000034 method Methods 0.000 title claims abstract description 69
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 230000008569 process Effects 0.000 title claims abstract description 40
- 239000013078 crystal Substances 0.000 claims abstract description 45
- 238000009833 condensation Methods 0.000 claims abstract description 38
- 230000005494 condensation Effects 0.000 claims abstract description 38
- 238000002425 crystallisation Methods 0.000 claims abstract description 36
- 230000008025 crystallization Effects 0.000 claims abstract description 35
- 230000003647 oxidation Effects 0.000 claims abstract description 27
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 27
- 239000012452 mother liquor Substances 0.000 claims abstract description 25
- 230000003197 catalytic effect Effects 0.000 claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- 239000002243 precursor Substances 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims description 34
- 238000009835 boiling Methods 0.000 claims description 26
- 239000012043 crude product Substances 0.000 claims description 8
- 239000007858 starting material Substances 0.000 claims description 8
- 238000004064 recycling Methods 0.000 claims description 7
- 238000005119 centrifugation Methods 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 5
- 238000001704 evaporation Methods 0.000 claims description 4
- 239000006227 byproduct Substances 0.000 claims description 3
- 239000002421 finishing Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000000203 mixture Substances 0.000 abstract description 45
- 239000011541 reaction mixture Substances 0.000 abstract description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 54
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 51
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 42
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 42
- 239000007789 gas Substances 0.000 description 37
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 30
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 239000001294 propane Substances 0.000 description 21
- 239000000047 product Substances 0.000 description 20
- 239000000243 solution Substances 0.000 description 19
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 15
- 239000001301 oxygen Substances 0.000 description 15
- 229910052760 oxygen Inorganic materials 0.000 description 15
- 235000019260 propionic acid Nutrition 0.000 description 15
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 15
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 14
- 229910052757 nitrogen Inorganic materials 0.000 description 13
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 12
- 238000005406 washing Methods 0.000 description 12
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 11
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 10
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 9
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 239000001569 carbon dioxide Substances 0.000 description 9
- 229910002092 carbon dioxide Inorganic materials 0.000 description 9
- 229910002091 carbon monoxide Inorganic materials 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 9
- 239000011976 maleic acid Substances 0.000 description 9
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 9
- 238000002386 leaching Methods 0.000 description 8
- 238000000926 separation method Methods 0.000 description 8
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 7
- 150000001299 aldehydes Chemical class 0.000 description 7
- 229950000688 phenothiazine Drugs 0.000 description 7
- 238000000746 purification Methods 0.000 description 7
- 239000005711 Benzoic acid Substances 0.000 description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 6
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 6
- 235000010233 benzoic acid Nutrition 0.000 description 6
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 6
- 239000008246 gaseous mixture Substances 0.000 description 6
- 239000012535 impurity Substances 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 6
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 239000002826 coolant Substances 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 239000001282 iso-butane Substances 0.000 description 5
- 229910052750 molybdenum Inorganic materials 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 4
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 4
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 4
- 239000002671 adjuvant Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 238000001640 fractional crystallisation Methods 0.000 description 4
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 4
- 239000011733 molybdenum Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 239000012495 reaction gas Substances 0.000 description 4
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000010574 gas phase reaction Methods 0.000 description 3
- 239000003701 inert diluent Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 230000008646 thermal stress Effects 0.000 description 3
- 229910052720 vanadium Inorganic materials 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- 229910002090 carbon oxide Inorganic materials 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 230000005496 eutectics Effects 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
- 239000002912 waste gas Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000003791 organic solvent mixture Substances 0.000 description 1
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19740252.6 | 1997-09-12 | ||
| DE19740252A DE19740252A1 (de) | 1997-09-12 | 1997-09-12 | Verfahren zur Herstellung von Acrylsäure und Methacrylsäure |
| PCT/EP1998/005753 WO1999014181A1 (de) | 1997-09-12 | 1998-09-09 | Verfahren zur herstellung von acrylsäure und methacrylsäure |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20010023913A KR20010023913A (ko) | 2001-03-26 |
| KR100564192B1 true KR100564192B1 (ko) | 2006-03-27 |
Family
ID=7842220
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020007002602A Expired - Lifetime KR100564192B1 (ko) | 1997-09-12 | 1998-09-09 | 아크릴산 및 메타크릴산의 제조 방법 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6448439B1 (zh) |
| EP (1) | EP1015410B2 (zh) |
| JP (1) | JP4243016B2 (zh) |
| KR (1) | KR100564192B1 (zh) |
| CN (1) | CN1108285C (zh) |
| AU (1) | AU9539198A (zh) |
| BR (1) | BR9811781B1 (zh) |
| CA (1) | CA2303445A1 (zh) |
| CZ (1) | CZ298792B6 (zh) |
| DE (2) | DE19740252A1 (zh) |
| ES (1) | ES2175794T5 (zh) |
| MY (1) | MY121013A (zh) |
| TW (1) | TW490455B (zh) |
| WO (1) | WO1999014181A1 (zh) |
Families Citing this family (77)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19627847A1 (de) * | 1996-07-10 | 1998-01-15 | Basf Ag | Verfahren zur Herstellung von Acrylsäure |
| DE19833049A1 (de) * | 1998-07-22 | 2000-01-27 | Basf Ag | Verfahren zur Herstellung von Acrylsäure |
| DE19904820A1 (de) * | 1999-02-05 | 2000-08-10 | Stockhausen Chem Fab Gmbh | Verfahren und Vorrichtung zur Reinigung von Stoffen mittels Kristallisation |
| MY122671A (en) | 1999-03-06 | 2006-04-29 | Basf Ag | Fractional condensation of a product gas mixture containing acrylic acid |
| DE50003359D1 (de) | 1999-03-06 | 2003-09-25 | Basf Ag | Verfahren zur herstellung von acrylsäure |
| DE19926082A1 (de) | 1999-06-08 | 2000-12-14 | Basf Ag | Verfahren zur Reinigung und Herstellung von Acrylsäure oder Methacrylsäure |
| BR0109929B1 (pt) | 2000-04-11 | 2012-08-07 | processo para a purificaÇço de uma massa fundida de Ácido acrÍlico bruto. | |
| WO2002055469A1 (de) | 2001-01-12 | 2002-07-18 | Degussa Ag | Kontinuierliches verfahren zur herstellung und aufreinigung von (meth) acrylsäure |
| DE10122788A1 (de) * | 2001-05-10 | 2002-06-06 | Basf Ag | Verfahren der kristallisativen Reinigung einer Roh-Schmelze wenigstens eines Monomeren |
| DE10211686A1 (de) | 2002-03-15 | 2003-10-02 | Stockhausen Chem Fab Gmbh | (Meth)Acrylsäurekristall und Verfahren zur Herstellung und Aufreinigung von wässriger (Meth)Acrylsäure |
| US7115776B2 (en) | 2002-07-18 | 2006-10-03 | Basf Aktiengesellschaft | Heterogeneously catalyzed gas-phase partial oxidation of at least one organic compound |
| DE10301040B4 (de) * | 2003-01-13 | 2005-07-21 | Stockhausen Gmbh | Aufreinigung eines Monomers durch Extraktion mit einem Phasenbildner und Kristallisation |
| MY140509A (en) * | 2003-04-09 | 2009-12-31 | Basf Ag | Method for the heterogeneously catalyzed partial direct oxidation of propane and/or isobutane |
| US7183428B2 (en) * | 2003-06-05 | 2007-02-27 | Nippon Shokubai Co., Inc. | Method for production of acrylic acid |
| KR100563661B1 (ko) * | 2003-12-18 | 2006-03-23 | 한국전자통신연구원 | 가변 고차 베셀 저역 통과 필터 |
| DE102004008575A1 (de) * | 2004-02-19 | 2005-09-08 | Stockhausen Gmbh | Spaltung oligomerer (Meth)acrylsäure in flüssiger Phase unter Druck |
| JP2005298376A (ja) * | 2004-04-08 | 2005-10-27 | Mitsubishi Chemicals Corp | アクロレイン及びアクリル酸の製造方法 |
| DE102004021764A1 (de) * | 2004-04-30 | 2005-06-02 | Basf Ag | Verfahren zur Herstellung von Acrylsäure durch heterogen katalysierte Gasphasenpartialoxidation wenigstens einer C3-Kohlenwasserstoffvorläuferverbindung |
| US8431743B2 (en) | 2004-07-01 | 2013-04-30 | Basf Aktiengesellschaft | Preparation of acrylic acid by heterogeneously catalyzed partial gas phase oxidation of propylene |
| DE102004034316B4 (de) * | 2004-07-15 | 2015-07-16 | Evonik Degussa Gmbh | Ein Verfahren zur Herstellung von (Meth)Acrylsäure |
| DE102004055765A1 (de) | 2004-11-18 | 2006-05-24 | Basf Ag | Verfahren zur Herstellung wasserabsorbierender Polymere |
| TWI438187B (zh) * | 2005-02-28 | 2014-05-21 | Evonik Degussa Gmbh | 丙烯酸和基於可再生原料之吸水聚合物結構及二者之製備方法 |
| BRPI0607493A2 (pt) * | 2005-03-01 | 2010-04-06 | Basf Ag | processo para remover ácido metacrìlico a partir da fase lìquida p, que compreende ácido acrìlico como um constituinte principal e produto alvo e ácido metacrìlico como um componente secundário |
| US7601866B2 (en) | 2005-03-01 | 2009-10-13 | Basf Aktiengesellschaft | Process for removing methacrolein from liquid phase comprising acrylic acid as a main constituent and target product, and methacrolein as a secondary component |
| US7705181B2 (en) | 2005-03-01 | 2010-04-27 | Basf Akiengesellschaft | Process for removing methacrylic acid from liquid phase comprising acrylic acid as a main constituent and target product, and methacrylic acid as a secondary component |
| DE102005062010A1 (de) * | 2005-12-22 | 2007-06-28 | Basf Ag | Verfahren der heterogen katalysierten partiellen Gasphasenoxidation von Propylen zu Acrylsäure |
| KR100999428B1 (ko) * | 2006-01-20 | 2010-12-09 | 니폰 쇼쿠바이 컴파니 리미티드 | (메타)아크릴산의 제조 방법 |
| JP5368673B2 (ja) * | 2006-01-20 | 2013-12-18 | 株式会社日本触媒 | （メタ）アクリル酸の製造方法 |
| DE102006039203B4 (de) | 2006-08-22 | 2014-06-18 | Evonik Degussa Gmbh | Verfahren zur Herstellung von durch Kristallisation gereinigter Acrylsäure aus Hydroxypropionsäure sowie Vorrichtung dazu |
| DE102006039205A1 (de) | 2006-08-22 | 2008-03-20 | Stockhausen Gmbh | Auf nachwachsenden Rohstoffen basierende Acrylsäure und wasserabsorbierende Polymergebilde sowie Verfahren zu deren Herstellung mittels Dehydratisierung |
| CN101516820B (zh) | 2006-09-15 | 2012-11-21 | 阿克马公司 | 制备丙烯酸的方法 |
| KR20090082897A (ko) * | 2006-10-19 | 2009-07-31 | 바스프 에스이 | 아크릴산의 ｃ3-전구체 화합물의 불균질 촉매화 부분 기상 산화의 생성물 기체 혼합물에 함유되어 있는 벤조산으로부터 아크릴산을 분리하는 방법 |
| DE102006049939A1 (de) * | 2006-10-19 | 2008-04-24 | Basf Ag | Verfahren zur Trennung von in einem Produktgasgemisch einer partiellen heterogen katalysierten Gasphasenoxidation einer C3-Vorläuferverbindung der Acrylsäure enthaltener Acrylsäure und Benzoesäure |
| DE102007004960A1 (de) | 2007-01-26 | 2008-07-31 | Basf Se | Verfahren zur Herstellung von Acrylsäure |
| DE102007055086A1 (de) | 2007-11-16 | 2009-05-20 | Basf Se | Verfahren zur Herstellung von Acrylsäure |
| DE102007043748A1 (de) | 2007-09-13 | 2008-09-11 | Basf Se | Verfahren zur kontinuierlichen Abtrennung eines Zielproduktes X in Form von feinteiligem Kristallisat |
| BE1018537A3 (fr) | 2007-09-13 | 2011-03-01 | Basf Se | Procede d'exploitation d'une separation en continu d'un produit cible x sous la forme d'un cristallisat finement divise. |
| DE102007043759A1 (de) | 2007-09-13 | 2008-09-11 | Basf Se | Verfahren zum Betreiben einer kontinuierlichen Abtrennung eines Zielproduktes X in Form von feinteiligem Kristallisat |
| DE102007043758A1 (de) | 2007-09-13 | 2008-10-23 | Basf Se | Verfahren zum Betreiben einer kontinuierlichen Abtrennung eines Zielproduktes X in Form von feinteiligem Kristallisat des Zielproduktes X |
| EP2085376B1 (en) * | 2008-01-30 | 2012-09-05 | Evonik Röhm GmbH | Process for preparation of high purity methacrylic acid |
| DE102008020688B3 (de) * | 2008-04-24 | 2009-11-05 | Evonik Stockhausen Gmbh | Verfahren zur Herstellung und Aufreinigung wässriger Phasen |
| JP5507111B2 (ja) * | 2008-05-30 | 2014-05-28 | ローム アンド ハース カンパニー | 水性（メタ）アクリル酸の製造方法 |
| DE102008040799A1 (de) | 2008-07-28 | 2008-12-11 | Basf Se | Verfahren zur Auftrennung von in einem Produktgasgemisch einer partiellen heterogen katalysierten Gasphasenoxidation einer C3-Vorläuferverbindung der Acrylsäure als Hauptbestandteil enthaltener Acrylsäure und als Nebenprodukt enthaltenem Glyoxal |
| RU2515279C9 (ru) * | 2008-07-28 | 2015-02-20 | Басф Се | Способ разделения акриловой кислоты, содержащейся в качестве основного компонента, и глиоксаля, содержащегося в качестве побочного продукта в газообразной смеси продуктов частичного гетерогенно катализируемого парофазного окисления соединения-предшественника акриловой кислоты, содержащего 3 атома углерода |
| DE102008041573A1 (de) | 2008-08-26 | 2010-03-04 | Basf Se | Verfahren zur Auftrennung von in einem Produktgasgemisch einer partiellen heterogen katalysierten Gasphasenoxidation einer C3-Vorläuferverbindung der Acrylsäure als Hauptbestandteil enhaltener Acrylsäure und als Nebenprodukt enthaltenem Glyoxal |
| DE102008038273A1 (de) | 2008-08-18 | 2010-03-04 | Evonik Stockhausen Gmbh | Ein Verfahren zur Herstellung von Acrylsäure und daraus herstellbaren Verbindungen basierend auf Glycerin mit Wechselkatalysator |
| DE102008044946B4 (de) | 2008-08-29 | 2022-06-15 | Evonik Superabsorber Gmbh | Einsatz von Schaumkörpern in Oxidations-Reaktoren zur Herstellung ungesättigter Carbonsäuren |
| BR122017027148B1 (pt) | 2008-10-06 | 2019-03-19 | Huntsman International Llc | Processo para a produção simultânea e contínua de duas misturas diferentes |
| DE102010001228A1 (de) | 2010-01-26 | 2011-02-17 | Basf Se | Verfahren der Abtrennung von Acrylsäure aus dem Produktgasgemisch einer heterogen katalysierten partiellen Gasphasenoxidation wenigstens einer C3-Vorläuferverbindung |
| WO2011000808A2 (de) | 2009-07-01 | 2011-01-06 | Basf Se | Verfahren der abtrennung von acrylsäure aus dem produktgasgemisch einer heterogen katalysierten partiellen gasphasenoxidation wenigstens einer c3-vorläuferverbindung |
| DE102009027401A1 (de) | 2009-07-01 | 2010-02-18 | Basf Se | Verfahren der Abtrennung von Acrylsäure aus dem Produktgasgemisch einer heterogen katalysierten partiellen Gasphasenoxidation wenigstens einer C3-Vorläuferverbindung |
| DE102010031507A1 (de) | 2010-06-02 | 2011-12-08 | Evonik Stockhausen Gmbh | Verfahren zur Reinigung kristalliner Phasen aus Produktgemischen mittels Schichtkristallisation |
| DE102010042216A1 (de) | 2010-10-08 | 2011-06-09 | Basf Se | Verfahren zur Hemmung der unerwünschten radikalischen Polymerisation von in einer flüssigen Phase P befindlicher Acrylsäure |
| DE102010048405A1 (de) | 2010-10-15 | 2011-05-19 | Basf Se | Verfahren zum Langzeitbetrieb einer heterogen katalysierten partiellen Gasphasenoxidation von Proben zu Acrolein |
| DE102011076931A1 (de) | 2011-06-03 | 2012-12-06 | Basf Se | Wässrige Lösung, enthaltend Acrylsäure und deren konjugierte Base |
| DE102012204436A1 (de) | 2012-03-20 | 2012-10-04 | Basf Se | Thermisches Trennverfahren |
| WO2013163806A1 (en) | 2012-05-03 | 2013-11-07 | Evonik Industries Ag | Process for preparation of highly pure, non-yellowing methacrylic acid |
| DE102012223695A1 (de) | 2012-12-19 | 2014-06-26 | Basf Se | Verfahren zur Stabilisierung von polymerisationsfähigen Verbindungen |
| US9206109B2 (en) | 2012-12-19 | 2015-12-08 | Basf Se | Method of stabilizing polymerizable compounds |
| CN105050995A (zh) | 2013-03-18 | 2015-11-11 | 赢创罗姆有限公司 | 甲基丙烯酸和甲基丙烯酸酯的制备方法 |
| CN103193618B (zh) * | 2013-03-20 | 2015-11-25 | 中国石油集团东北炼化工程有限公司吉林设计院 | 丙烷一步法制丙烯酸生产中的丙烯酸洗涤改进工艺 |
| DE102013217386A1 (de) | 2013-09-02 | 2015-03-05 | Evonik Industries Ag | Verfahren zur Herstellung von Acrylsäure |
| DE102014215438A1 (de) | 2014-08-05 | 2016-02-11 | Basf Se | Kolonne zur thermischen Behandlung von fluiden Gemischen |
| DE102014215436A1 (de) | 2014-08-05 | 2015-10-15 | Basf Se | Kolonne zur thermischen Behandlung von fluiden Gemischen, insbesondere solchen, die (Meth)acrylmonomere enthalten |
| DE102014215437A1 (de) | 2014-08-05 | 2015-11-05 | Basf Se | Kolonne zur thermischen Behandlung eines Fluids |
| EP3012244A1 (en) | 2014-10-24 | 2016-04-27 | Sulzer Chemtech AG | Process and apparatus for purification of acrylic acid |
| DE102015213490A1 (de) | 2015-07-17 | 2016-09-15 | Basf Se | Kolonne zur thermischen Behandlung von fluiden Gemischen, insbesondere solchen, die (Meth)acrylmonomere enthalten |
| DE102015213493A1 (de) | 2015-07-17 | 2016-09-15 | Basf Se | Kolonne zur thermischen Behandlung von fluiden Gemischen, insbesondere solchen, die (Meth)acrylmonomere enthalten |
| EP3331847B1 (en) | 2015-08-07 | 2019-10-09 | Basf Se | Process for production of acrylic acid |
| FR3041958B1 (fr) | 2015-10-06 | 2019-06-14 | Arkema France | Procede ameliore de production d’acide (meth)acrylique de grade polymere |
| DE102015122209A1 (de) | 2015-12-18 | 2017-02-16 | Basf Se | Kolonne zur thermischen Behandlung von fluiden Gemischen |
| KR20210038593A (ko) * | 2018-07-26 | 2021-04-07 | 바스프 에스이 | 액상 p 중 존재하는 아크릴산의 원치않는 라디칼 중합의 억제 방법 |
| EP4126808A1 (de) | 2020-03-26 | 2023-02-08 | Basf Se | Verfahren zur hemmung der unerwünschten radikalischen polymerisation von in einer flüssigen phase p befindlicher acrylsäure |
| WO2022207349A1 (en) | 2021-03-31 | 2022-10-06 | Basf Se | Column for thermal treatment of a mixture of compounds having a tendency to polymerization |
| EP4377290B1 (de) | 2021-07-28 | 2025-07-09 | Basf Se | Verfahren zur herstellung von acrylsäure |
| WO2025078225A1 (de) | 2023-10-11 | 2025-04-17 | Basf Se | Verfahren zur aufreinigung von acrylsäure durch muttersäurerückführung |
| WO2025078224A1 (de) | 2023-10-11 | 2025-04-17 | Basf Se | Verfahren zur aufreinigung von acrylsäure durch kreisgasrückführung |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US328674A (en) | 1885-10-20 | Locomotive smoke-box | ||
| CA790625A (en) | 1968-07-23 | R. Miller Thomas | Purification of acrylic acid | |
| DE675100C (de) * | 1938-03-25 | 1939-04-29 | Schmiedag Vereinigte Gesenksch | Verfahren zur Herstellung von solchen Widerlagerboecken fuer Tragfedern von Schienenfahrzeugen, deren Bolzenauge gegenueber den Schenkeln verbreitert ist |
| US3198750A (en) | 1962-12-26 | 1965-08-03 | Standard Oil Co | Mixed antimony oxide-uranium oxide oxidation catalyst |
| US3251899A (en) | 1962-06-11 | 1966-05-17 | Standard Oil Co | Process for the dehydrogenation of olefins |
| US3308151A (en) | 1965-01-11 | 1967-03-07 | Standard Oil Co | Process for the oxidation of olefinammonia mixtures to unsaturated nitriles |
| JPS4924898B1 (zh) | 1970-12-26 | 1974-06-26 | ||
| BE786398A (fr) | 1971-07-21 | 1973-01-18 | Basf Ag | Procede de preparation de l'acide acrylique anhydre |
| DE2251364B2 (de) | 1971-10-22 | 1975-07-03 | Asahi Glass Co. Ltd., Tokio | Verfahren zur Herstellung von Acrylsäure bzw. Methacrylsäure aus Acrolein bzw. Methacrolein |
| DE2309657A1 (de) | 1973-02-27 | 1974-09-12 | Basf Ag | Verfahren zur herstellung von carbonsaeuren oder dicarbonsaeureanhydriden |
| DE2323328C2 (de) | 1973-05-09 | 1982-04-01 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Abtrennung von Acrylsäure aus einer angesäuerten wäßrigen Butanol-Acrylsäure-Veresterungsablauge |
| DE2449780C3 (de) | 1974-10-19 | 1987-01-22 | Basf Ag, 6700 Ludwigshafen | Verfahren zum Abtrennen schwer- oder nichtflüchtiger Nebenprodukte der Propylen- und/oder Acroleinoxidation von den für die Absorbtion der Acrylsäure aus den Reaktionsgasen verwendeten Lösungsmitteln |
| FR2394512A1 (fr) * | 1977-06-14 | 1979-01-12 | Rhone Poulenc Ind | Procede de separation d'acide acrylique a partir de ses solutions dans le phosphate de tri-n-butyle |
| US4230888A (en) | 1977-12-15 | 1980-10-28 | Standard Oil Company (Ohio) | Process for purification of acrylic acid by fractional crystallization |
| US4267386A (en) | 1978-11-13 | 1981-05-12 | Celanese Corporation | Olefin oxidation catalyst |
| US4224187A (en) | 1978-11-13 | 1980-09-23 | Celanese Corporation | Olefin oxidation catalyst and process for its preparation |
| JPS58140039A (ja) | 1982-02-10 | 1983-08-19 | Mitsubishi Petrochem Co Ltd | アクリル酸の精製方法 |
| DE3461782D1 (en) | 1983-02-22 | 1987-02-05 | Halcon Sd Group Inc | Conversion of propane to acrylic acid |
| GB2146636B (en) | 1983-08-11 | 1987-02-04 | Nippon Catalytic Chem Ind | Process for producing acrylic acid |
| US4780568A (en) * | 1984-12-14 | 1988-10-25 | Ashland Oil, Inc. | Purification of methacrylic acid from an oxydehydrogenation by crystallization |
| DE3621075C1 (de) | 1986-06-24 | 1988-02-11 | Draegerwerk Ag | Pruefroehrchen fuer brennbare Gase |
| CA1299193C (en) | 1986-07-17 | 1992-04-21 | Gordon Gene Harkreader | Anhydrous diluents for the propylene oxidation reaction to acrolein and acrolein oxidation to acrylic acid |
| CA1305178C (en) | 1986-08-21 | 1992-07-14 | Gordon Gene Harkreader | Anhydrous diluent process for the propylene oxidation reaction to acrolein and acrolein oxidation to acrylic acid |
| AU606160B2 (en) | 1987-05-27 | 1991-01-31 | Nippon Shokubai Kagaku Kogyo Co. Ltd. | Process for production of acrylic acid |
| FR2686845A1 (fr) | 1992-02-04 | 1993-08-06 | Arbel Fauvet Rail Sa | Organe de maintien d'un conteneur sur une plateforme de chargement d'un vehicule et vehicules pourvus de tels organes de maintien. |
| DE4308087C2 (de) | 1993-03-13 | 1997-02-06 | Basf Ag | Verfahren zur Abtrennung von Acrylsäure aus den Reaktionsgasen der katalytischen Oxidation von Propylen und/oder Acrolein |
| TW305830B (zh) | 1993-03-26 | 1997-05-21 | Sulzer Chemtech Ag | |
| JP3659507B2 (ja) | 1993-09-13 | 2005-06-15 | 月島機械株式会社 | アクリル酸の精製方法 |
| JPH07118966A (ja) | 1993-10-20 | 1995-05-09 | Howa Mach Ltd | 糸継準備ユニットの昇降方法と装置 |
| JPH07118968A (ja) | 1993-10-26 | 1995-05-09 | Murata Mach Ltd | スライバ継ぎ装置 |
| JP3182748B2 (ja) | 1994-03-02 | 2001-07-03 | 三菱マテリアル株式会社 | 磁気ディスク装置の樹脂製シャッター用金型装置 |
| US5523480A (en) * | 1994-03-28 | 1996-06-04 | Rohm And Haas Company | Process for purifying unsaturated carboxylic acids using distillation and melt crystallization |
| DE19508558A1 (de) | 1995-03-10 | 1996-09-12 | Basf Ag | Verfahren zur Herstellung von Acrolein, Acrylsäure oder deren Gemisch aus Propan |
| ES2139266T3 (es) | 1995-03-10 | 2000-02-01 | Basf Ag | Procedimiento para la obtencion de acroleina, acido acrilico, o su mezcla a partir de propano. |
| DE19600955A1 (de) † | 1996-01-12 | 1997-07-17 | Basf Ag | Verfahren zur Herstellung von Acrylsäure und deren Ester |
| DE19606877A1 (de) * | 1996-02-23 | 1997-08-28 | Basf Ag | Verfahren zur Reinigung von Acrylsäure und Methacrylsäure |
| DE19627847A1 (de) | 1996-07-10 | 1998-01-15 | Basf Ag | Verfahren zur Herstellung von Acrylsäure |
-
1997
- 1997-09-12 DE DE19740252A patent/DE19740252A1/de not_active Withdrawn
-
1998
- 1998-09-09 BR BRPI9811781-5A patent/BR9811781B1/pt not_active IP Right Cessation
- 1998-09-09 CN CN98810203A patent/CN1108285C/zh not_active Expired - Lifetime
- 1998-09-09 DE DE59803651T patent/DE59803651D1/de not_active Expired - Lifetime
- 1998-09-09 KR KR1020007002602A patent/KR100564192B1/ko not_active Expired - Lifetime
- 1998-09-09 JP JP2000511735A patent/JP4243016B2/ja not_active Expired - Lifetime
- 1998-09-09 ES ES98948948T patent/ES2175794T5/es not_active Expired - Lifetime
- 1998-09-09 WO PCT/EP1998/005753 patent/WO1999014181A1/de active IP Right Grant
- 1998-09-09 CZ CZ20000885A patent/CZ298792B6/cs not_active IP Right Cessation
- 1998-09-09 CA CA002303445A patent/CA2303445A1/en not_active Abandoned
- 1998-09-09 EP EP98948948A patent/EP1015410B2/de not_active Expired - Lifetime
- 1998-09-09 AU AU95391/98A patent/AU9539198A/en not_active Abandoned
- 1998-09-09 US US09/508,084 patent/US6448439B1/en not_active Expired - Lifetime
- 1998-09-10 TW TW087115040A patent/TW490455B/zh not_active IP Right Cessation
- 1998-09-11 MY MYPI98004169A patent/MY121013A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20010023913A (ko) | 2001-03-26 |
| WO1999014181A1 (de) | 1999-03-25 |
| TW490455B (en) | 2002-06-11 |
| BR9811781B1 (pt) | 2009-08-11 |
| DE59803651D1 (de) | 2002-05-08 |
| CZ298792B6 (cs) | 2008-01-30 |
| BR9811781A (pt) | 2000-09-12 |
| CN1275972A (zh) | 2000-12-06 |
| AU9539198A (en) | 1999-04-05 |
| CA2303445A1 (en) | 1999-03-25 |
| MY121013A (en) | 2005-12-30 |
| EP1015410B1 (de) | 2002-04-03 |
| JP2001516736A (ja) | 2001-10-02 |
| CN1108285C (zh) | 2003-05-14 |
| US6448439B1 (en) | 2002-09-10 |
| ES2175794T5 (es) | 2008-03-01 |
| EP1015410A1 (de) | 2000-07-05 |
| CZ2000885A3 (cs) | 2000-08-16 |
| JP4243016B2 (ja) | 2009-03-25 |
| EP1015410B2 (de) | 2007-09-26 |
| ES2175794T3 (es) | 2002-11-16 |
| DE19740252A1 (de) | 1999-03-18 |
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